KR900011769A - Novel benzo [1,8] naphthyridine derivatives and their preparation - Google Patents

Novel benzo [1,8] naphthyridine derivatives and their preparation Download PDF

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Publication number
KR900011769A
KR900011769A KR1019900000523A KR900000523A KR900011769A KR 900011769 A KR900011769 A KR 900011769A KR 1019900000523 A KR1019900000523 A KR 1019900000523A KR 900000523 A KR900000523 A KR 900000523A KR 900011769 A KR900011769 A KR 900011769A
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South Korea
Prior art keywords
benzo
naphthyridine
alkyl
hal
hydrogen
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KR1019900000523A
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Korean (ko)
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KR0145181B1 (en
Inventor
안토인느 미쉘
바로 미쉘
데꼰끌로이스 장-후랑스와
지라드 필리페
피코우 거이
Original Assignee
쟈끄 서비너
라보라또리 로거 밸롱
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Priority claimed from FR898900430A external-priority patent/FR2641783B1/en
Priority claimed from FR8910220A external-priority patent/FR2650277B1/en
Application filed by 쟈끄 서비너, 라보라또리 로거 밸롱 filed Critical 쟈끄 서비너
Publication of KR900011769A publication Critical patent/KR900011769A/en
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Publication of KR0145181B1 publication Critical patent/KR0145181B1/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents

Abstract

New benzo[b][1,8]naphthyridine derivatives of general formula (I) in which R is a hydrogen atom or an alkyl, fluoroalkyl, cycloalkyl (3 to 6 C), alkoxy, alkylamino or protected alkylamino radical, Hal is F, Cl or Br if R' is hydrogen, or Hal and R' are F, and Alk is an alkyl radical, and their preparation. These new products can be used as intermediates for the preparation of biologically active products. <IMAGE> (I)

Description

신규 벤조 [1,8] 나프티리딘 유도체 및 그의 제법Novel benzo [1,8] naphthyridine derivatives and their preparation

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음As this is a public information case, the full text was not included.

Claims (8)

하기 일반식의 벤조〔b〕〔1,8〕나프티리딘 :Benzo [b] [1,8] naphthyridine of the following general formula: 상기식에서, -R은 수소, 알킬, 플루오로알킬, 3-6개 탄소 원자의 시클로알킬, 알콕시, 알킬아미노 또는 보호된 알킬아미노를 나타내고, -Hal은 불소, 엽소 또는 브롬을 나타내며 R'는 수소를 나타내거나, Hal 및 R'가 모두 불소를 나타내고, -Alk는 알킬을 나타내고, 상기 알킬 라디칼은 직쇄 또는 분지쇄내에 각각 1-4개의 탄소 원자를 함유한다.Wherein R represents hydrogen, alkyl, fluoroalkyl, cycloalkyl, alkoxy, alkylamino or protected alkylamino of 3-6 carbon atoms, -Hal represents fluorine, chlorophyll or bromine and R 'is hydrogen Or Hal and R 'both represent fluorine, -Alk represents alkyl, and said alkyl radical contains 1-4 carbon atoms each in a straight or branched chain. 제1항에 있어서, -R이 수소, 직쇄 또는 분지쇄 내에 1-4개의 탄소원자를 함유하는 알킬, 플루오로에틸, 시클로프로필, 메톡시 또는 보호된 메틸아미노이고, -Hal이 불소 또는 염소이고 R'가 수소원자이거나, Hal 및 R'가 모두 불소이고, -Alk가 에틸인 벤조[b][1,8]나프티리딘.2. A compound according to claim 1, wherein -R is hydrogen, alkyl, fluoroethyl, cyclopropyl, methoxy or protected methylamino containing 1-4 carbon atoms in a straight or branched chain, -Hal is fluorine or chlorine and R Benzo [b] [1,8] naphthyridine, wherein 'is hydrogen or Hal and R are both fluorine and -Alk is ethyl. 제1항에 있어서, 8-클로로 -3- 에톡시카르보닐 -7-플루오로 -1-메틸 -4-옥소-1,4 디히드로-벤조〔b〕〔1,8〕나프티리딘인 벤조〔b〕,〔1,8〕나프티리딘.Benzo [b] which is 8-chloro-3-ethoxycarbonyl-7-fluoro-1-methyl-4-oxo-1,4 dihydro-benzo [b] [1,8] naphthyridine. b], [1,8] naphthyridine. 제1항에 있어서, 3-에톡시카르보닐 -7, 8 -디플루오로-1-메틸 -4-옥소-1, 4-디히드로-벤조〔b〕〔1,8〕나프티리딘인 벤조 〔b〕〔1,8〕나프티리딘.Benzo [7] which is 3-ethoxycarbonyl-7,8-difluoro-1-methyl-4-oxo-1,4-dihydro-benzo [b] [1,8] naphthyridine. b] [1,8] naphthyridine. 제1항에서 있어서, 3-에톡시카르보닐 -7, 8 -디플루오로 -1-메톡시 -4-옥소-1, 4-디히드로-벤조〔b〕〔1,8〕나프티리딘인 벤조〔b〕〔1,8〕나프티리딘.The benzo of claim 1, wherein 3-ethoxycarbonyl-7,8-difluoro-1-methoxy-4-oxo-1,4-dihydro-benzo [b] [1,8] naphthyridine is used. [B] [1,8] naphthyridine. 제1항에 있어서, 3-에톡시카르보닐 -1-시클로프로필 -7, 8-디플루오로 -4-옥소-1, 4-디히드로- 벤조〔b〕〔1,8〕나프티리딘인 벤조〔b〕〔1,8〕나프티리딘.The benzo of claim 1, which is 3-ethoxycarbonyl-1-cyclopropyl-7,8-difluoro-4-oxo-1,4-dihydro-benzo [b] [1,8] naphthyridine. [B] [1,8] naphthyridine. 제1항에 있어서, 3-에톡시카르보닐 -1-메틸-4 옥소-7, 8, 9-트리플루오로 -1,4-디히드로 -벤조 〔b〕〔1,8〕나프티리딘인 벤조〔b〕〔1,8〕나프티리딘.The benzo of claim 1, which is 3-ethoxycarbonyl-1-methyl-4 oxo-7, 8, 9-trifluoro-1,4-dihydro-benzo [b] [1,8] naphthyridine. [B] [1,8] naphthyridine. 3-아미노- 1,2,4 트리아진(R이 수소인 생성물을 얻는 것이 바람직한 경우) 또는 일반식 : R-NH2의 화합물(여기서, R은 알킬, 플루오로알킬, 시클로알킬, 알콕시, 알킬아미노 또는 보호된 알킬아미노임)을 일반식 :3-amino-1, 1,2,4 triazine (when it is desired to obtain a product wherein R is hydrogen) or a compound of the formula: R-NH 2 , wherein R is alkyl, fluoroalkyl, cycloalkyl, alkoxy, alkyl Amino or protected alkylamino) 의 퀴놀린 유도체와 반응시키고, 얻어진 생성물을 고리화시키는 것으로 구성되는, 하기 일반식의 벤조〔b〕〔1,8〕나프티리딘 제조방법 :A method for producing benzo [b] [1,8] naphthyridine of the following general formula, consisting of reacting with a quinoline derivative of and cyclizing the obtained product: 상기식들에서, -R은 수소, 알킬, 플루오로알킬, 3-6개 탄소 원자와 시클로알킬, 알콕시, 알킬아미노 또는 보호된 알킬아미노를 나타내고, -Hal은 불소, 염소 또는 브롬을 나타내며 R'는 수소를 나타내거나, Hal 및 R'가 모두 불소를 나타내고, -Alk는 알킬을 나타내고, 상기 알킬 라디칼은 직쇄 또는 분지쇄내에 각각 1-4개의 탄소원자를 함유한다.In the above formulas, -R represents hydrogen, alkyl, fluoroalkyl, 3-6 carbon atoms and cycloalkyl, alkoxy, alkylamino or protected alkylamino, -Hal represents fluorine, chlorine or bromine and R ' Represents hydrogen, or both Hal and R 'represent fluorine, -Alk represents alkyl, and said alkyl radical contains 1-4 carbon atoms each in a straight or branched chain. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019900000523A 1989-01-16 1990-01-15 1,8-benzonaphthyridine derivatives their preparation KR0145181B1 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
FR8900430 1989-01-16
FR898900430A FR2641783B1 (en) 1989-01-16 1989-01-16 NOVEL BENZONAPHTYRIDINE-1,8 DERIVATIVES, THEIR PREPARATION AND THE COMPOSITIONS CONTAINING THEM
FR8910220 1989-07-28
FR8910220A FR2650277B1 (en) 1989-07-28 1989-07-28 NOVEL BENZONAPHTYRIDINE-1,8 DERIVATIVES AND THEIR PREPARATION

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KR900011769A true KR900011769A (en) 1990-08-02
KR0145181B1 KR0145181B1 (en) 1998-07-15

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EP (1) EP0379414B1 (en)
JP (1) JP2865761B2 (en)
KR (1) KR0145181B1 (en)
AT (1) ATE98961T1 (en)
AU (1) AU623473B2 (en)
CA (1) CA2007761C (en)
DE (1) DE69005319T2 (en)
DK (1) DK0379414T3 (en)
ES (1) ES2062427T3 (en)
HU (1) HU205114B (en)
IE (1) IE63065B1 (en)
IL (1) IL93063A (en)
NZ (1) NZ232092A (en)
PT (2) PT92877B (en)
SU (1) SU1746883A3 (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU623474B2 (en) * 1989-01-16 1992-05-14 Laboratoire Roger Bellon New benzo(1,8)naphthyridine derivatives, their preparation and compositions containing them
NZ232090A (en) * 1989-01-16 1990-12-21 Bellon Labor Sa Roger Halogen-containing 1-substituted-4-oxo-1,4-dihydro-benzo(b)(1,8)naphthyridine-3-carboxylic acid derivatives, preparation and pharmaceutical compositions thereof
FR2682378B1 (en) * 1991-10-10 1995-04-07 Bellon Laboratoires NOVEL DERIVATIVES OF FLUOROQUINOLEINE ACID CARBOXYLIC-3 AND THEIR PREPARATION.
FR2682384B1 (en) 1991-10-10 1995-04-07 Bellon Laboratoires PROCESS FOR THE PREPARATION OF BENZO (B) NAPHTYRIDINES.
FR2703681B1 (en) * 1993-04-08 1995-05-12 Bellon Labor Sa Roger PROCESS FOR PREPARING FLUORO-6-HALOGENO-2 QUINOLEINE

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* Cited by examiner, † Cited by third party
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US4229456A (en) * 1977-07-18 1980-10-21 Merck & Co., Inc. Substituted naphthyridinones and processes for their preparations
US4133885A (en) * 1977-07-18 1979-01-09 Merck & Co., Inc. Substituted naphthyridinones
DE3302126A1 (en) * 1983-01-22 1984-07-26 Boehringer Ingelheim KG, 6507 Ingelheim Amino acid derivatives, process for their preparation and use
CS274601B2 (en) * 1983-07-27 1991-09-15 Dainippon Pharmaceutical Co Method of 1,8-naphthyridine derivative production
AU623474B2 (en) * 1989-01-16 1992-05-14 Laboratoire Roger Bellon New benzo(1,8)naphthyridine derivatives, their preparation and compositions containing them
NZ232090A (en) * 1989-01-16 1990-12-21 Bellon Labor Sa Roger Halogen-containing 1-substituted-4-oxo-1,4-dihydro-benzo(b)(1,8)naphthyridine-3-carboxylic acid derivatives, preparation and pharmaceutical compositions thereof

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EP0379414A1 (en) 1990-07-25
PT92878B (en) 1995-11-30
US4970213A (en) 1990-11-13
NZ232092A (en) 1992-05-26
DK0379414T3 (en) 1994-02-14
CA2007761C (en) 2001-03-20
PT92877B (en) 1995-11-30
JPH02247177A (en) 1990-10-02
PT92878A (en) 1990-07-31
HU900140D0 (en) 1990-03-28
DE69005319D1 (en) 1994-02-03
PT92877A (en) 1990-07-31
AU623473B2 (en) 1992-05-14
IE63065B1 (en) 1995-03-22
KR0145181B1 (en) 1998-07-15
IE900159L (en) 1990-07-16
EP0379414B1 (en) 1993-12-22
DE69005319T2 (en) 1994-05-05
HU205114B (en) 1992-03-30
HUT53365A (en) 1990-10-28
SU1746883A3 (en) 1992-07-07
JP2865761B2 (en) 1999-03-08
IL93063A0 (en) 1990-11-05
IL93063A (en) 1994-05-30
ES2062427T3 (en) 1994-12-16
CA2007761A1 (en) 1990-07-16
AU4794690A (en) 1990-07-19
ATE98961T1 (en) 1994-01-15

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